HUT45494A - Process for producing octahydroindole derivatives - Google Patents
Process for producing octahydroindole derivativesInfo
- Publication number
- HUT45494A HUT45494A HU874731A HU473187A HUT45494A HU T45494 A HUT45494 A HU T45494A HU 874731 A HU874731 A HU 874731A HU 473187 A HU473187 A HU 473187A HU T45494 A HUT45494 A HU T45494A
- Authority
- HU
- Hungary
- Prior art keywords
- compound
- formula
- image
- acid
- carbon atoms
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/08—Saturated compounds having a carboxyl group bound to a six-membered ring
- C07C61/09—Completely hydrogenated benzenedicarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Abstract
A process for the asymmetric preparation of a compound of the formula <IMAGE> I wherein the hydrogen at 3a and 7a are of cis or trans configuration and their non-toxic, pharmaceutically acceptable acid addition salts comprising submitting a compound of the formula <IMAGE> II to a Hoffman reaction and reacting the resulting product with formaldehyde in the presence of cyanide ions and acid halide of benzoic acid or an aliphatic carboxylic acid of 1 to 5 carbon atoms to obtain a compound of the formula <IMAGE> III wherein R is acyl of benzoic acid or aliphatic carboxylic acid of 1 to 5 carbon atoms, cyclizing the latter to form a compound of the formula <IMAGE> IV selectively hydrolyzing the latter with a dilute aqueous mineral acid to obtain a compound of the formula <IMAGE> IV' subjecting the latter to hydrolysis with a concentrated aqueous mineral acid to form the acid addition salt of a compound of claim 1 and optionally forming the free base.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8614650A FR2605630B1 (en) | 1986-10-22 | 1986-10-22 | PROCESS FOR THE PREPARATION OF OCTAHYDROINDOLE DERIVATIVES AND PREPARATION INTERMEDIATES |
Publications (2)
Publication Number | Publication Date |
---|---|
HUT45494A true HUT45494A (en) | 1988-07-28 |
HU198452B HU198452B (en) | 1989-10-30 |
Family
ID=9340061
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU874731A HU198452B (en) | 1986-10-22 | 1987-10-21 | Process for production of derivatives of oktahydroindole |
Country Status (14)
Country | Link |
---|---|
US (1) | US4879392A (en) |
EP (1) | EP0267098B1 (en) |
JP (1) | JPH082873B2 (en) |
AT (1) | ATE71937T1 (en) |
CA (1) | CA1292001C (en) |
DE (1) | DE3776273D1 (en) |
DK (1) | DK170095B1 (en) |
ES (1) | ES2038684T3 (en) |
FI (1) | FI84473C (en) |
FR (1) | FR2605630B1 (en) |
GR (1) | GR3004338T3 (en) |
HU (1) | HU198452B (en) |
IE (1) | IE60280B1 (en) |
PT (1) | PT85964B (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19900205A1 (en) | 1999-01-07 | 2000-07-13 | Basf Ag | Process for the preparation of (2S, 4R, 9S) -octahydro-1H-indole-2-carboxylic acid and intermediates therefor |
WO2003074048A1 (en) * | 2002-03-01 | 2003-09-12 | Warner-Lambert Company Llc | Method of treating osteoarthritis |
JP4884758B2 (en) * | 2005-12-12 | 2012-02-29 | 株式会社フジキン | Design method of minute flow control device with entrance throttle groove, |
US7570523B2 (en) * | 2006-07-31 | 2009-08-04 | Sandisk 3D Llc | Method for using two data busses for memory array block selection |
AU2010273259B2 (en) * | 2009-07-16 | 2013-03-07 | Abbott Laboratories | Processes for the synthesis of (2S, 3aR, 7aS)-octahydro-1H-indole carboxylic acid as an intermediate for trandolapril |
AU2014200205B2 (en) * | 2010-05-24 | 2016-03-31 | Bgp Products Operations Gmbh | Preparation of (3aS,7aR)-hexahydroisobenzofuran-1(3H)-one by catalyzed biological resolution of dimethyl cyclohexane-1,2-dicarboxylate |
RU2570635C2 (en) * | 2010-05-24 | 2015-12-10 | Эбботт Продактс Оперейшнз Аг | OBTAINING (3aS, 7aR)-HEXAHYDROISOBENZOFURAN-1(3H)-ONE BY CATALYTIC BIOLOGICAL CLEAVAGE OF DIMETHYLCYCLOHEXANE-1,2-DICARBOXYLATE |
CN103360299B (en) * | 2012-04-06 | 2017-03-01 | 武汉启瑞药业有限公司 | The preparation method of the isomer of trandolapril intermediate |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2315661A (en) * | 1939-05-27 | 1943-04-06 | Winthrop Chem Co Inc | Manufacture of nitrile compounds |
DE1695609A1 (en) * | 1967-01-12 | 1972-02-24 | Ruetgerswerke Ag | Process for the preparation of indolyl-3-acetonitrile |
US4156016A (en) * | 1977-03-03 | 1979-05-22 | Hoffmann-La Roche Inc. | Indole compounds and process for their preparation |
CA1125783A (en) * | 1978-03-27 | 1982-06-15 | Michael E. Condon | Thioalkanoylalkanoic acid compounds |
IE52663B1 (en) * | 1980-04-02 | 1988-01-20 | Warner Lambert Co | Substituted acyl derivatives of octahydro-1h-indole-2-carboxylic acids |
NZ202903A (en) * | 1981-12-29 | 1988-01-08 | Hoechst Ag | 1-- pe pyrrol-2-yl-carboxylic acid derivatives and pharmaceutical compositions |
US4490386A (en) * | 1982-09-23 | 1984-12-25 | Warner-Lambert Company | Phosphate salts of 1-[2-[(1-alkoxycarbonyl-3-aralkyl)-amino]-1-oxoalkyl]octahydro-1H-indole-2-carboxylic acids, preparation of, and medical compositions thereof |
-
1986
- 1986-10-22 FR FR8614650A patent/FR2605630B1/en not_active Expired
-
1987
- 1987-10-05 IE IE265287A patent/IE60280B1/en not_active IP Right Cessation
- 1987-10-20 JP JP62262951A patent/JPH082873B2/en not_active Expired - Lifetime
- 1987-10-21 CA CA000549874A patent/CA1292001C/en not_active Expired - Lifetime
- 1987-10-21 FI FI874639A patent/FI84473C/en not_active IP Right Cessation
- 1987-10-21 PT PT85964A patent/PT85964B/en unknown
- 1987-10-21 US US07/111,982 patent/US4879392A/en not_active Expired - Lifetime
- 1987-10-21 DK DK550587A patent/DK170095B1/en not_active IP Right Cessation
- 1987-10-21 DE DE8787402354T patent/DE3776273D1/en not_active Expired - Lifetime
- 1987-10-21 HU HU874731A patent/HU198452B/en unknown
- 1987-10-21 ES ES198787402354T patent/ES2038684T3/en not_active Expired - Lifetime
- 1987-10-21 EP EP87402354A patent/EP0267098B1/en not_active Expired - Lifetime
- 1987-10-21 AT AT87402354T patent/ATE71937T1/en not_active IP Right Cessation
-
1992
- 1992-04-15 GR GR910402209T patent/GR3004338T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
US4879392A (en) | 1989-11-07 |
HU198452B (en) | 1989-10-30 |
ATE71937T1 (en) | 1992-02-15 |
FR2605630B1 (en) | 1989-06-30 |
CA1292001C (en) | 1991-11-12 |
FI84473C (en) | 1991-12-10 |
GR3004338T3 (en) | 1993-03-31 |
PT85964B (en) | 1990-07-31 |
ES2038684T3 (en) | 1993-08-01 |
IE60280B1 (en) | 1994-06-29 |
JPS63104957A (en) | 1988-05-10 |
DK550587D0 (en) | 1987-10-21 |
DK170095B1 (en) | 1995-05-22 |
PT85964A (en) | 1987-11-01 |
FI84473B (en) | 1991-08-30 |
DK550587A (en) | 1988-04-23 |
FR2605630A1 (en) | 1988-04-29 |
EP0267098B1 (en) | 1992-01-22 |
JPH082873B2 (en) | 1996-01-17 |
DE3776273D1 (en) | 1992-03-05 |
IE872652L (en) | 1988-04-22 |
EP0267098A1 (en) | 1988-05-11 |
FI874639A0 (en) | 1987-10-21 |
FI874639A (en) | 1988-04-23 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
HU90 | Patent valid on 900628 | ||
HPC4 | Succession in title of patentee |
Owner name: HOECHST MARION ROUSSEL, FR |
|
HPC4 | Succession in title of patentee |
Owner name: AVENTIS PHARMA S.A., FR |
|
HPC4 | Succession in title of patentee |
Owner name: ABBOTT IRELAND, BM |